Nickel-catalyzed reductive coupling of glucosyl halides with aryl/vinyl halides enabling β-selective preparation of C-aryl/vinyl glucosides

被引：45
|
作者：
Liu, Jiandong [1 ]
Lei, Chuanhu [1 ]
Gong, Hegui [1 ]
机构：
[1] Shanghai Univ, Sch Mat Sci & Engn, Ctr Supramol Chem & Catalysis, Dept Chem, Shanghai 200444, Peoples R China
来源：
SCIENCE CHINA-CHEMISTRY | 2019年 / 62卷 / 11期
基金：
中国国家自然科学基金;
关键词：
nickel-catalyzed; reductive coupling; beta-selective preparation; C-aryl; vinyl glucosides; GLYCOSYLATION REACTIONS; SYNTHETIC STRATEGIES; ARYL; GLYCOSIDES; ALKYL; DIHYDROXYLATION; REACTIVITY; INHIBITORS; LIGANDS; MOIETY;
D O I：
10.1007/s11426-019-9501-4
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
This work describes stereoselective preparation of beta-C-aryl/vinyl glucosides via mild Ni-catalyzed reductive arylation and vinylation of C1-glucosyl halides with aryl and vinyl halides. A broad range of aryl halides and vinyl halides were employed to yield C-aryl/vinyl glucosides in 42%-93% yields. Good to excellent beta-selectivities were obtained for C-glucosides by using tridentate ligand.
引用
收藏
页码：1492 / 1496
页数：5
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